STEREOSELECTIVE REDUCTION OF STEROIDS WITH INSITU PREPARED PHOSPHINE RHODIUM CATALYSTS

被引:10
作者
KOLLAR, L [1 ]
TOROS, S [1 ]
HEIL, B [1 ]
TUBA, Z [1 ]
机构
[1] GEDEON RICHTER LTD,CHEM WORKS,H-1103 BUDAPEST,HUNGARY
来源
JOURNAL OF MOLECULAR CATALYSIS | 1988年 / 47卷 / 01期
关键词
Catalysts--Materials - Rhodium and Alloys - Solvents;
D O I
10.1016/0304-5102(88)85070-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Stereoselective homogeneous hydrogenation os steroids with rhodium-phosphine catalysts prepared in situ has been investigated, and the activity and selectivity of these catalysts altered by variation of the phospine ligands. The influence of solvents, temperature and added bases was studied as well. Reducing 3-oxo-4-ene steroids gave mainly the trans-anellated 5α-derivatives. The most favorable isomer ratio was observed in the hydrogenation of 4-androstene-3, 17-dione.
引用
收藏
页码:33 / 39
页数:7
相关论文
共 17 条
[1]  
AUGUSTINE RL, 1972, ORGANIC REACTIONS ST, V1, P111
[2]   THE EFFECT OF SUBSTITUTIONS ON THE BASICITY OF PHOSPHORUS LIGANDS IN R3P-NI(CO)3 COMPLEXES [J].
BARTIK, T ;
HIMMLER, T ;
SCHULTE, HG ;
SEEVOGEL, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 272 (01) :29-41
[3]   DETERMINATION OF SPATIAL FULFILLMENT OF TERTIARY PHOSPHANES ON P-31 NMR SPECTROSCOPIC DATA OF TRANS-L2PDCL2- COMPLEXES [J].
BARTIK, T ;
HIMMLER, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 293 (03) :343-351
[4]  
CIEPLAK A, 1976, ROCZ CHEM, V50, P1911
[5]   REDUCTION OF STEROID 17-KETONES BY ENANTIOMERIC CHIRAL REDUCING AGENTS [J].
GONDOS, G ;
ORR, JC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (21) :1238-1239
[6]   STEREOCONTROLLED CATALYTIC HYDROGENATIONS OF 3-OXOCHOLESTANES AND SOME RELATED-COMPOUNDS TO THE CORRESPONDING AXIAL 3-ALCOHOLS [J].
ISHIGE, M ;
SHIOTA, M .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1980, 58 (11) :1061-1068
[7]   STEREOCHEMISTRY OF PALLADIUM-CATALYZED HYDROGENATION OF 3-OXO-4-ENE STEROIDS [J].
NISHIMURA, S ;
SHIMAHARA, M ;
SHIOTA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (07) :2394-+
[8]   SELECTIVE HOMOGENEOUS HYDROGENATION OF 3-OXO-1,4-DIENE STEROIDS .2. EFFECTS OF BASIC ADDITIVES AND OF PARA SUBSTITUENTS ON HYDROGENATION WITH DICHLOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM [J].
NISHIMURA, S ;
ICHINO, T ;
AKIMOTO, A ;
TSUNEDA, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (01) :279-282
[9]   STEREOCHEMISTRY OF THE PALLADIUM-CATALYZED HYDROGENATION OF 3-OXO-4-ENE STEROIDS .5. A KINETIC-STUDY IN BASIC AND ACIDIC MEDIA [J].
NISHIMURA, S ;
MOMMA, Y ;
KAWAMURA, H ;
SHIOTA, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (03) :780-783
[10]   STEREOSELECTIVE HYDROGENATION OF UNHINDERED CYCLOHEXANONES TO AXIAL ALCOHOLS WITH RHODIUM CATALYST [J].
NISHIMURA, S ;
ISHIGE, M ;
SHIOTA, M .
CHEMISTRY LETTERS, 1977, (08) :963-966